α-cyanoenamines in the Paterno-Buchi-reaction

被引：0

作者：

van Wolven, C ^{[1
]}

Döpp, D ^{[1
]}

Fischer, MA ^{[1
]}

机构：

[1] Univ Duisburg Gesamthsch, D-47048 Duisburg, Germany

来源：

JOURNAL OF INFORMATION RECORDING | 2000年 / 25卷 / 1-2期

关键词：

benzil; methyl phenylglyoxylate; Paterno-Buchi-reaction; regioselectivity; stereoselectivity;

D O I：

暂无

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

Irradiation of benzil (1) in presence of (S)-2-(2-methoxymethylpiperidinyl)propenenitrile (2e) gives rise to two instable oxetanes. Low quantities of 3-benzoyl-2-(2-methoxymethylpiperidinyl)propenenitrile (4) can be isolated instead. [2+2] Photocycloaddition of methyl phenylglyoxylate (5) with 2-morpholinopropenenitrile (2b) yields to the corresponding rel-(2R,3R)-head-to-head oxetane, the configuration of which was corroborated by NOE-intensity difference studies.

引用

页码：209 / 214

页数：6

共 50 条

[1] ON MECHANISM OF PATERNO-BUCHI REACTION
YANG, NC
LOESCHEN, R
MITCHELL, D
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (21) : 5465 - &
[2] Regioselectivity in the Paterno-Buchi reaction
Kong, Fengfeng
Song, Qinhua
PROGRESS IN CHEMISTRY, 2007, 19 (06) : 911 - 919
[3] Transposed Paterno-Buchi Reaction
Kumarasamy, Elango
Raghunathan, Ramya
Kandappa, Sunil Kumar
Sreenithya, A.
Jockusch, Steffen
Sunoj, Raghavan B.
Sivaguru, J.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (02) : 655 - 662
[4] PICOSECOND DYNAMICS OF THE PATERNO-BUCHI REACTION
FREILICH, SC
PETERS, KS
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (13) : 3819 - 3822
[5] Realizing an Aza Paterno-Buchi Reaction
Kumarasamy, Elango
Kandappa, Sunil Kumar
Raghunathan, Ramya
Jockusch, Steffen
Sivaguru, Jayaraman
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (25) : 7056 - 7061
[6] The Paterno-Buchi reaction - a comprehensive review
D'Auria, Maurizio
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES, 2019, 18 (10) : 2297 - 2362
[7] MECHANISM OF PATERNO-BUCHI REACTION OF ALKANALS
YANG, NC
EISENHAR.W
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (05) : 1277 - &
[8] Realizing Aza Paterno-Buchi reaction
Kandappa, Sunil
Kumarasamy, Elango
Raghunathan, Ramya
Jockusch, Steffen
Sivaguru, Jayaraman
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
[9] The Paterno-Buchi reaction on furan derivatives
D'Auria, M
Emanuele, L
Racioppi, R
Romaniello, G
CURRENT ORGANIC CHEMISTRY, 2003, 7 (14) : 1443 - 1459
[10] Oxetane Synthesis through the Paterno-Buchi Reaction
D'Auria, Maurizio
Racioppi, Rocco
MOLECULES, 2013, 18 (09): : 11384 - 11428

← 1 2 3 4 5 →