A sequential enantioselective, organocatalytic route to chiral 1,2-oxazines and chiral pyridazines

被引：35

作者：

Kumarn, Sirirat ^{[1
]}

Oelke, Alexander J. ^{[1
]}

Shaw, David M. ^{[1
]}

Longbottom, Deborah A. ^{[1
]}

Ley, Steven V. ^{[1
]}

机构：

[1] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2007年 / 5卷 / 16期

关键词：

D O I：

10.1039/b708646f

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sequential, organocatalysed asymmetric reaction to access chiral 1,2- oxazines and chiral pyridazines is reported, which proceeds in moderate to good yields and good to excellent enantioselectivities.

引用

页码：2678 / 2689

页数：12

共 100 条

[91] An amine sulfonamide organocatalyst for promoting direct, highly enantioselective α-aminoxylation reactions of aldehydes and ketones [J].

Wang, W ;

Wang, J ;

Li, H ;

Liao, LX .

TETRAHEDRON LETTERS, 2004, 45 (39) :7235-7238

[92] Enantioselective organocatalytic tandem Michael-aldol reactions: One-pot synthesis of chiral thiochromenes [J].

Wang, Wei ;

Li, Hao ;

Wang, Jian ;

Zu, Liansuo .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (32) :10354-10355

[93] Thiopyran route to polypropionates: An efficient synthesis of serricornin [J].

Ward, Dale E. ;

Jheengut, Vishal ;

Beye, Garrison E. .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (23) :8989-8992

[94] TOTAL SYNTHESIS OF (+)-BREYNOLIDE [J].

WILLIAMS, DR ;

JASS, PA ;

TSE, HLA ;

GASTON, RD .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (11) :4552-4554

[95] Nitroso and azo compounds in modern organic synthesis: Late blooming but very rich [J].

Yamamoto, Hisashi ;

Kawasaki, Masanori .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2007, 80 (04) :595-607

[96] Enantioselective tandem O-nitroso aldol/Michael reaction [J].

Yamamoto, Y ;

Momiyama, N ;

Yamamoto, H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (19) :5962-5963

[97] Catalytic asymmetric reductive Michael cyclization [J].

Yang, JW ;

Fonseca, MTH ;

List, B .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :15036-15037

[98]

Yang YK, 2003, SYNLETT, P1043

[99] Antibody-catalyzed enantioselective Robinson annulation [J].

Zhong, GF ;

Hoffmann, T ;

Lerner, RA ;

Danishefsky, S ;

Barbas, CF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (34) :8131-8132

[100] A facile and rapid route to highly enantiopure 1,2-diols by novel catalytic asymmetric α-aminoxylation of aldehydes [J].

Zhong, GF .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (35) :4247-4250

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