Strategies for the stereoselective synthesis of molecules with remote stereogenic centres across a double bond of fixed configuration

被引：29

作者：

Mitchell, HJ

Nelson, A ^{[1
]}

Warren, S

机构：

[1] Univ Leeds, Sch Chem, Leeds LS2 9JT, W Yorkshire, England

[2] Univ Cambridge, Chem Lab, Cambridge CB2 1EW, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 14期

关键词：

D O I：

10.1039/a902809i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This review outlines the methods which have been used to synthesise molecules with remote stereogenic centres across a double bond of fixed configuration. The syntheses are grouped according to the underlying strategies which have been devised; the relative merits of these strategies and their usefulness in the context of the synthesis of biologically important molecules are discussed.

引用

收藏

页码：1899 / 1914

页数：16

相关论文

共 124 条

[71] DOUBLE ASYMMETRIC-SYNTHESIS AND A NEW STRATEGY FOR STEREOCHEMICAL CONTROL IN ORGANIC-SYNTHESIS [J].

MASAMUNE, S ;

CHOY, W ;

PETERSEN, JS ;

SITA, LR .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1985, 24 (01) :1-30

[72] SYNTHESIS OF (E)-OLEFIN DIPEPTIDE ISOSTERES [J].

MCKINNEY, JA ;

EPPLEY, DF ;

KEENAN, RM .

TETRAHEDRON LETTERS, 1994, 35 (33) :5985-5988

[73]

MIKAMI K, 1991, SYNTHESIS-STUTTGART, P594

[74] 1,4-REMOTE AND 1,5-REMOTE STEREOCONTROL VIA RELATIVE AND INTERNAL ASYMMETRIC INDUCTION [J].

MIKAMI, K ;

SHIMIZU, M .

JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1993, 51 (01) :3-13

[75] HIGHLY STEREOSELECTIVE TOTAL SYNTHESES OF PROSTAGLANDINS VIA STEREOSPECIFIC SULFENATE-SULFOXIDE TRANSFORMATIONS - 13-CIS-15-BETA PROSTAGLANDINS-E1 TO PROSTAGLANDINS-E1 [J].

MILLER, JG ;

KURZ, W ;

UNTCH, KG ;

STORK, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (21) :6774-6775

[76] TOTAL SYNTHESIS OF THE POLYENE MACROLIDE ROXATICIN [J].

MORI, Y ;

ASAI, M ;

KAWADE, J ;

OKUMURA, A ;

FURUKAWA, H .

TETRAHEDRON LETTERS, 1994, 35 (35) :6503-6506

[77] HIGHLY STEREOSELECTIVE SYNTHESIS OF TETRASUBSTITUTED ALKENES VIA [2,3]-WITTIG REARRANGEMENT [J].

MULZER, J ;

LIST, B .

TETRAHEDRON LETTERS, 1994, 35 (48) :9021-9024

[78] Total synthesis of callystatin A, a potent cytotoxic polyketide from the marine sponge, Callyspongia truncata [J].

Murakami, N ;

Wang, WQ ;

Aoki, M ;

Tsutsui, Y ;

Sugimoto, M ;

Kobayashi, M .

TETRAHEDRON LETTERS, 1998, 39 (16) :2349-2352

[79] ALLYLSILANES IN ORGANIC-SYNTHESIS - STEREOSELECTIVE PREPARATION AND REACTIONS OF FUNCTIONALIZED BETA,GAMMA-EPOXYSILANES [J].

MURPHY, PJ ;

RUSSELL, AT ;

PROCTER, G .

TETRAHEDRON LETTERS, 1990, 31 (07) :1055-1058

[80] ALLYLSILANES IN ORGANIC-SYNTHESIS - AN APPROACH TO THE STEREOSELECTIVE SYNTHESIS OF UNITS FOR NATURAL PRODUCT SYNTHESIS [J].

MURPHY, PJ ;

PROCTER, G .

TETRAHEDRON LETTERS, 1990, 31 (07) :1059-1062

← 3 4 5 6 7 8 9 10 11 12 →