Spin-imposed stereoselection in the photocycloaddition of (Z)- and (E)-cyclooctene to aliphatic aldehydes

被引：4

作者：

Griesbeck, AG ^{[1
]}

Bondock, S ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2002年 / 1卷 / 02期

关键词：

D O I：

10.1039/b107226a

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The simple diastereoselectivity of the photocycloaddition of aliphatic aldehydes to (Z)- and (E)-cyclooctene was analyzed as a function of the substrate concentrations and applied to spin mapping.

引用

页码：81 / 83

页数：3

共 18 条

[1] Unusual temperature-dependent diastereoselectivity in the [2+2] photocycloaddition (Paterno-Buchi reaction) of benzophenone to cis- and trans-cyclooctene through conformational control [J].

Adam, W ;

Stegmann, VR ;

Weinkötz, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (10) :2452-2453

[2]

[Anonymous], CRC HDB ORGANIC PHOT

[3]

[Anonymous], 1991, COMPREHENSIVE ORGANI

[4]

Bach T, 1998, SYNTHESIS-STUTTGART, P683

[5] Paterno-Buchi reactions of allylic alcohols and acetates with aldehydes: Hydrogen-bond interaction in the excited singlet and triplet states? [J].

Griesbeck, AG ;

Bondock, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (25) :6191-6192

[6] Spin-directed stereoselectivity of carbonyl-alkene photocycloadditions [J].

Griesbeck, AG ;

Fiege, M ;

Bondock, S ;

Gudipati, MS .

ORGANIC LETTERS, 2000, 2 (23) :3623-3625

[7]

Griesbeck AG, 2000, MOL SUPRAM PHOTOCHEM, V6, P33

[8] INTERSYSTEM CROSSING IN TRIPLET 1,4-BIRADICALS - CONFORMATIONAL MEMORY EFFECTS ON THE STEREOSELECTIVITY OF PHOTOCYCLOADDITION REACTIONS [J].

GRIESBECK, AG ;

MAUDER, H ;

STADTMULLER, S .

ACCOUNTS OF CHEMICAL RESEARCH, 1994, 27 (03) :70-75

[9]

GRIESBECK AG, 2001, IN PRESS ANGEW CHEM, V40

[10] Vital role of entropy in photochirogenesis [J].

Inoue, Y ;

Sugahara, N ;

Wada, T .

PURE AND APPLIED CHEMISTRY, 2001, 73 (03) :475-480

← 1 2 →