Preparation of 2-oxygen derivatives of 1,2-oxaborolane from 2-allyloxy-1,2-oxaborolane

2-Allyloxy-1,2-oxaborolane (V), readily obtained by hydroboration of allyl alcohol with borane reagents such as KBH 4HOAc, was used as a key reactant in the synthesis of a series of 2-oxygen derivatives of 1,2-oxaborolane. 2-Allyl-1,2-oxaborolane (XXIII) and 2-hydro-1,2-oxaborolane dimethylsulfide...

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Bibliographic Details
Published inJournal of organometallic chemistry Vol. 387; no. 2; pp. 131 - 146
Main Authors Weike, Zhou, Weiming, Lo, Gaoyi, Zhang, Hongxun, Ding, Shaofang, Liang
Format Journal Article
LanguageEnglish
Published LAUSANNE 1 Elsevier B.V 01.05.1990
Elsevier
Elsevier Science
Subjects
B derivatives
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Organometalloidal and organometallic compounds
Physical Sciences
Preparations and properties
Science & Technology
Five membered ring
Diol
Organic boronate
Phenols
Alcohol
Boron Organic compounds
Oxygen boron heterocycle
Chemical reactivity
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Summary:2-Allyloxy-1,2-oxaborolane (V), readily obtained by hydroboration of allyl alcohol with borane reagents such as KBH 4HOAc, was used as a key reactant in the synthesis of a series of 2-oxygen derivatives of 1,2-oxaborolane. 2-Allyl-1,2-oxaborolane (XXIII) and 2-hydro-1,2-oxaborolane dimethylsulfide complex (XXIV), prepared from the reaction of V with allylmagnesium bromide and dimethylsulfideborane complex (BMS) respectively, were also used as the reactive intermediates for some of the lower 2-alkyloxy-1,2-oxaborolanes. Five procedures and other probable routes from V to 2-oxygen derivatives of 1,2-oxaborolane are described.
ISSN:0022-328X
1872-8561
DOI:10.1016/0022-328X(90)80018-U