Structural reassignment of obtusallenes V, VI, and VII by GIAO-based density functional prediction

被引：52

作者：

Braddock, D. Christopher ^{[1
]}

Rzepa, Henry S. ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

JOURNAL OF NATURAL PRODUCTS | 2008年 / 71卷 / 04期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1021/np0705918

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

Revised structures proposed previously for obtusallenes V-VII (5-7) have been confirmed on the basis of computed GIAO-DFT (13)C NMR chemical shifts.

引用

页码：728 / 730

页数：3

共 15 条

[1] A biosynthetically-inspired synthesis of the tetrahydrofuran core of obtusallenes II and IV [J].

Braddock, D. Christopher ;

Bhuva, Roshni ;

Millan, David S. ;

Perez-Fuertes, Yolanda ;

Roberts, Craig A. ;

Sheppard, Richard N. ;

Solanki, Savade ;

Stokes, Elaine S. E. ;

White, Andrew J. P. .

ORGANIC LETTERS, 2007, 9 (03) :445-448

[2] A hypothesis concerning the biosynthesis of the obtusallene family of marine natural products via electrophilic bromination [J].

Braddock, D. Christopher .

ORGANIC LETTERS, 2006, 8 (26) :6055-6058

[3]

Ciavatta ML, 1997, TETRAHEDRON, V53, P17343

[4] Comparison of different theory models and basis sets in the calculation of 13C NMR chemical shifts of natural products [J].

Cimino, P ;

Gomez-Paloma, L ;

Duca, D ;

Riccio, R ;

Bifulco, G .

MAGNETIC RESONANCE IN CHEMISTRY, 2004, 42 :S26-S33

[5] OBTUSALLENE-I, A NEW HALOGENATED ALLENE FROM LAURENCIA-OBTUSA [J].

COX, PJ ;

IMRE, S ;

ISLIMYELI, S ;

THOMSON, RH .

TETRAHEDRON LETTERS, 1982, 23 (05) :579-580

[6] Twelve-membered O-bridged cyclic ethers of red seaweeds in the genus Laurencia exist in solution as slowly interconverting conformers [J].

Guella, G ;

Chiasera, G ;

Mancini, I ;

Oztunc, A ;

Pietra, F .

CHEMISTRY-A EUROPEAN JOURNAL, 1997, 3 (08) :1223-1231

[7]

Guella G, 2000, HELV CHIM ACTA, V83, P336, DOI 10.1002/(SICI)1522-2675(20000216)83:2<336::AID-HLCA336>3.0.CO

[8]

2-R

[9] Interpretation of C-13 NMR chemical shifts in halomethyl cations. On the importance of spin-orbit coupling and electron correlation [J].

Kaupp, M ;

Malkina, OL ;

Malkin, VG .

CHEMICAL PHYSICS LETTERS, 1997, 265 (1-2) :55-59

[10] Spin-orbit corrections to NMR shielding constants from density functional theory. How important are the two-electron terms? [J].

Malkina, OL ;

Schimmelpfennig, B ;

Kaupp, M ;

Hess, BA ;

Chandra, P ;

Wahlgren, U ;

Malkin, VG .

CHEMICAL PHYSICS LETTERS, 1998, 296 (1-2) :93-104

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