Hydrazine Hydrate Induced Reductive Cleavage of α,β-Epoxy Ketones: An Efficient Procedure for the Preparation of β-Hydroxy Ketones.

ChemInform ◽  
2005 ◽  
Vol 36 (22) ◽  
Author(s):  
Jorge A. R. Salvador ◽  
Alcino J. L. Leitao ◽  
M. Luisa Sa e Melo ◽  
James R. Hanson
Keyword(s):  
Hydrazine Hydrate ◽  
Reductive Cleavage ◽  
Efficient Procedure ◽  
Hydroxy Ketones ◽  
Epoxy Ketones

Hydrazine hydrate induced reductive cleavage of α,β-epoxy ketones: an efficient procedure for the preparation of β-hydroxy ketones

2005 ◽  
Vol 46 (7) ◽  
pp. 1067-1070 ◽  
Author(s):  
Jorge A.R. Salvador ◽  
Alcino J.L. Leitão ◽  
M. Luísa Sá e Melo ◽  
James R. Hanson
Keyword(s):  
Hydrazine Hydrate ◽  
Reductive Cleavage ◽  
Efficient Procedure ◽  
Hydroxy Ketones ◽  
Epoxy Ketones

CHEMO- AND REGIOSELECTIVE REDUCTION OF α,β-EPOXY KETONES TO β-HYDROXY KETONES BY SODIUM HYDROGENTELLURIDE

1984 ◽  
Vol 13 (2) ◽  
pp. 271-272 ◽  
Author(s):  
Atsuhiro Osuka ◽  
Koji Taka-Oka ◽  
Hitomi Suzuki
Keyword(s):  
Hydroxy Ketones ◽  
Epoxy Ketones

Transformations of β-aryl-N-Cbz-α,β-didehydro-α-amino esters with hydrazine hydrate

2016 ◽  
Vol 71 (6) ◽  
pp. 623-631
Author(s):  
Miha Drev ◽  
Uroš Grošelj ◽  
Jurij Svete
Keyword(s):  
Reaction Time ◽  
Hydrazine Hydrate ◽  
Reductive Cleavage ◽  
Secondary Products ◽  
Amino Esters ◽  
Primary Products

AbstractCyclizations of Cbz-protected α,β-didehydro-β-arylalanine esters 1 with excess hydrazine hydrate afforded mixtures of the expected 3-pyrazolidinones 2 and the unexpected 1-amino-5-benzylidenehydantoins 6 and N-Cbz-β-arylalanine hydrazides 7. Presumably, the pyrazolidinones 2 and hydantoins 6 are formed as primary products via competitive 1,2- and 1,4-addition of hydrazine hydrate followed by cyclization, whereas β-arylalanine hydrazides 7 are formed as secondary products via reductive cleavage of the C(5)–N(1) bond in pyrazolidinones 2. The overall selectivity depends on the reaction time and on the β-substituent in the starting dehydroalanine ester 1.

An atypical easy reductive cleavage of the conjugated CC bond in 1,1′-disubstituted isoindigos under the action of aqueous hydrazine hydrate

2014 ◽  
Vol 55 (49) ◽  
pp. 6615-6618 ◽  
Author(s):  
Andrei V. Bogdanov ◽  
Alisa V. Petrova ◽  
Dmitry B. Krivolapov ◽  
Vladimir F. Mironov
Keyword(s):  
Hydrazine Hydrate ◽  
Reductive Cleavage
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