Domino Intramolecular Ring-Closing Metathesis/Cross-Metathesis Reaction: Total Synthesis of Putative Structure of Cryptopyranmoscatone A2

被引：0

作者：

Kundeti, Lakshmi Srinivasa Rao ^{[1
]}

Chinnam, Vijaya Vardhan ^{[1
,2
]}

Sharada, Ambati ^{[1
]}

Sarma, Akella Venkata Subrahmanya ^{[3
]}

Kommu, Nagaiah ^{[1
]}

Yadav, Jhillu Singh ^{[1
,4
]}

机构：

[1] CSIR Indian Inst Chem Technol, Ctr Nat Prod Chem Div, Hyderabad 500007, Telangana, India

[2] Govt Degree Coll, East Godavari 533449, Andhra Pradesh, India

[3] CSIR Indian Inst Chem Technol, Dept Analyt & Struct Chem, Hyderabad 500007, Telangana, India

[4] Indrashil Univ, Sch Sci, Mehsana 382740, Gujarat, India

来源：

CHEMISTRYSELECT | 2022年 / 7卷 / 44期

关键词：

Brown asymmetric allylation; Grieco elemination; Hydroboration-Oxidation; RCM and CM; Upjohn conditions; FORMAL TOTAL-SYNTHESIS; STYRYL-LACTONES; STEREOSELECTIVE-SYNTHESIS; CYTOTOXICITY; ALCOHOLS; FRAGMENT; STEREOCHEMISTRY; OXIDATION; REMOVAL;

D O I：

10.1002/slct.202202806

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The stereoselective total synthesis of Putative structure of the Cryptopyranmoscatone A2 is presented, starting from epichlorohydrin. Key step in the synthesis involved a domino intramolecular ring-closing metathesis/cross-metathesis reaction to provide styryllactone.

引用

页数：11

共 50 条

[21] Synthesis of Gabosine A and N from Ribose by the Use of Ring-Closing Metathesis
Monrad, Rune Nygaard
Fanefjord, Mette
Hansen, Flemming Gundorph
Jensen, N. Michael E.
Madsen, Robert
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (03) : 396 - 402
[22] Ring-closing metathesis in an enantioselective synthesis of the macrocyclic core of crassin acetate
Herstad, Gunnar
Molesworth, Peter P.
Miller, Charlotte M.
Benneche, Tore
Tius, Marcus A.
TETRAHEDRON, 2016, 72 (17) : 2084 - 2093
[23] Recent Advances in the Synthesis of Carbocyclic Nucleosides via Ring-Closing Metathesis
Mulamoottil, Varughese A.
Nayak, Akshata
Jeong, Lak Shin
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 3 (07) : 748 - 761
[24] Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems
Naveen
Babu, Srinivasarao Arulananda
TETRAHEDRON, 2015, 71 (40) : 7758 - 7781
[25] Stereoselective Synthesis of Euscapholide and Tetraketide via Prins Cyclisation and Ring-Closing Metathesis
Biradar, Dhanraj O.
Mane, Yogesh D.
Subba Reddy, Basi V.
SYNOPEN, 2022, 06 (04): : 312 - 318
[26] Novel Strategy for the Bis-Butenolide Synthesis via Ring-Closing Metathesis
Billamboz, Muriel
Legeay, Jean Christophe
Hapiot, Frederic
Monflier, Eric
Len, Christophe
SYNTHESIS-STUTTGART, 2012, 44 (01): : 137 - 143
[27] Relay ring-closing metathesis strategies towards the synthesis of the ABC tricycle of Taxol
Ojeda-Porras, Andrea
Aouzal, Remi
Wilson, Claire
Prunet, Joelle
TETRAHEDRON, 2022, 106
[28] STEREOSELECTIVE SYNTHESIS OF (+)-NEPHROSTERANIC ACID BY RING-CLOSING METATHESIS AND ITS BIOLOGICAL EVALUATION
Perepogu, Arun Kumar
Raman, D.
Murty, U. S. N.
Rao, Vaidya Jayathirtha
SYNTHETIC COMMUNICATIONS, 2010, 40 (05) : 686 - 696
[29] Total synthesis of (+)-pericosine B and (+)-pericosine C and their enantiomers by using the Baylis-Hillman reaction and ring-closing metathesis as key steps
Reddy, Y. Suman
Kadigachalam, P.
Basak, Ranjan K.
Pal, A. P. John
Vankar, Yashwant D.
TETRAHEDRON LETTERS, 2012, 53 (02) : 132 - 136
[30] Stereoselective Total Synthesis of (+)-Valienamine and (+)-4-epi-Valienamine via a Ring-Closing Enyne Metathesis Protocol
Krishna, Palakodety Radha
Reddy, P. Srinivas
SYNLETT, 2009, (02) : 209 - 212

← 1 2 3 4 5 →