The Journal of Organic Chemistry

Organoboranes. 20. The facile allylboration of representative carbonyl compounds with B-allyl derivatives of 9-borabicyclo [3.3. 1] nonane

GW Kramer, HC Brown

Index: Kramer,G.W.; Brown,H.C. Journal of Organic Chemistry, 1977 , vol. 42, p. 2292 - 2299

Full Text: HTML

Citation Number: 59

Abstract

The reaction of B-allyl derivatives of 9-borabicyclo [3.3. 1] nonane with representative organic compounds con-taining carbonyl groups occurs cleanly in the common organometallic manner with the allyl undergoing transfer to the carbonyl carhon and the boron moiety to the carbonyl oxygen. This process evidently proceeds with total rearrangement of the allyl moiety; thus, the B-crotyl derivative yields a-methallyl products ...

Related Articles:

A highly efficient addition of allylic bromides to carbonyl compounds promoted by Cp 2 TiCl 2 (cat.)/Zn system

[Ding, Yu; Zhao, Gang Tetrahedron Letters, 1992 , vol. 33, # 52 p. 8117 - 8118]

Carbonyl allylation of aldehydes and ketones with allylic chlorides catalyzed by immobilization of palladium in MCM-41

[Zhao, Hong; Peng, Jian; Xiao, Ruian; Hao, Wenyan; Cai, Ming-Zhong Journal of Organometallic Chemistry, 2011 , vol. 696, # 10 p. 2030 - 2034]

Synthesis of Carbo-and Heterocyclic Aldehydes Bearing an Adjacent Donor Group–Ozonolysis versus OsO4/KIO4-Oxidation

[Mihovilovic, Marko D.; Spina, Markus; Mueller, Bernhard; Stanetty, Peter Monatshefte fur Chemie, 2004 , vol. 135, # 7 p. 899 - 909]

Indium triflate catalyzed allylation of ketones with diallyldibutyltin

[Liu, Ling-Yan; Tang, Long; Yu, Lei; Chang, Wei-Xing; Li, Jing Tetrahedron, 2005 , vol. 61, # 46 p. 10930 - 10934]

Chemoselective addition of organotitanium reagents to carbonyl compounds

[Reetz, Manfred T.; Westermann, Juergen; Steinbach, Rainer; Wenderoth, Bernd; Peter, Roland; et al. Chemische Berichte, 1985 , vol. 118, # 4 p. 1421 - 1440]

More Articles...