904090
(6R,7aR)-3-amino-8,8-dimethyltetrahydro-4H-3a,6-methanobenzo[d]oxazol-2(3H)-one hydrochloride
95%
Synonym(s):
Coltart ACC auxiliary
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About This Item
assay
95%
form
(Powder or Crystal or Chunk(s) or Solid or Liquid)
reaction suitability
reaction type: C-C Bond Formation
Application
(6R,7aR)-3-amino-8,8-dimethyltetrahydro-4H-3a,6-methanobenzo[d]oxazol-2(3H)-one is an N-amino cyclic carbamate (ACC) auxiliary developed in the Coltart lab used for the enantioselective α-alkylation of ketones. ACC alkylation offers a number of advantages including facile introduction, removal and recovery of auxiliary, high enantioselectivity, and access to the α,α-bisalkylated product.
Storage Class
12 - Non Combustible Liquids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Uyen Huynh et al.
The Journal of organic chemistry (2018-09-12)
The α-alkylation of ketones is a fundamental synthetic transformation. The development of asymmetric variants of this reaction is important given that numerous natural products, drugs, and related compounds exist as α-functionalized ketones or derivatives thereof. We previously reported our preliminary
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