A first convergent synthesis of the polyolic fragment of the antifungal pentaene macrolide strevertene A

被引：5

作者：

Bonini, Carlo ^{[1
]}

Chiummiento, Lucia ^{[1
]}

Funicello, Maria ^{[1
]}

Lupattelli, Paolo ^{[1
]}

Videtta, Valeria ^{[1
]}

机构：

[1] Univ Basilicata, Dipartimento Chim, I-85100 Potenza, Italy

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 38期

关键词：

strevertene A; 1,3-syn diol; oxymercuration; polyols; macrolide;

D O I：

10.1016/j.tetlet.2008.07.022

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The C(4-14) polyolic segment of antifungal macrolide strevertenes has been synthesized for the first time in protected form, incorporating four stereogenic centers. The synthetic strategy developed is based on the connection of two subunits prepared starting from the same chiral building block. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：5455 / 5457

页数：3

共 24 条

[1] Empirical model for the molar rotations of syn-2,2-dimethyl-1 3-dioxanes [J].

Anderson, CD ;

Rychnovsky, SD .

ORGANIC LETTERS, 2002, 4 (18) :3075-3078

[2]

BAUDIN JB, 1993, B SOC CHIM FR, V130, P336

[3] The modified Julia olefination:: alkene synthesis via the condensation of metallated heteroarylalkylsulfones with carbonyl compounds [J].

Blakemore, PR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2002, (23) :2563-2585

[4] One-pot practical preparation of novel propargylic aryl and heteroaryl sulfides and sulfones [J].

Bonini, C ;

Chiummiento, L ;

Videtta, V .

SYNLETT, 2005, (20) :3067-3070

[5] A general protocol for the regio high yielding opening of different glycidol derivatives [J].

Bonini, C ;

Chiummiento, L ;

Lopardo, MT ;

Pullez, M ;

Colobert, F ;

Solladié, G .

TETRAHEDRON LETTERS, 2003, 44 (13) :2695-2697

[6] Stereoselective synthesis of versatile 2-chloromercurium-3,5-syn-dihydroxy esters via intramolecular oxymercuration [J].

Bonini, Carlo ;

Campaniello, Maria ;

Chiummiento, Lucia ;

Videtta, Valeria .

TETRAHEDRON, 2008, 64 (37) :8766-8772

[7] Direct preparation of Z-1,3-enyne systems with a TMS-propargylic sulfone:: Application of a one-pot Julia olefination [J].

Bonini, Carlo ;

Chiummiento, Lucia ;

Videtta, Valeria .

SYNLETT, 2006, (13) :2079-2082

[8] A USEFUL 12-I-5 TRIACETOXYPERIODINANE (THE DESS-MARTIN PERIODINANE) FOR THE SELECTIVE OXIDATION OF PRIMARY OR SECONDARY ALCOHOLS AND A VARIETY OF RELATED 12-I-5 SPECIES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (19) :7277-7287

[9] Yb(OTf)3-catalyzed oxymercuration of homoallylic alcohol-derived hemiacetals and hemiketals [J].

Dreher, SD ;

Hornberger, KR ;

Sarraf, ST ;

Leighton, JL .

ORGANIC LETTERS, 2000, 2 (20) :3197-3199

[10] DIASTEREOFACE DIFFERENTIATION IN ADDITION OF LITHIUM ENOLATES TO CHIRAL ALPHA,BETA-EPOXYALDEHYDES [J].

ESCUDIER, JM ;

BALTAS, M ;

GORRICHON, L .

TETRAHEDRON, 1993, 49 (24) :5253-5266

← 1 2 3 →