335398
(3S-cis)-(+)-Tetrahydro-3-isopropyl-7a-phenylpyrrolo[2,1-b]oxazol-5(6H)-one
98%
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About This Item
Empirical Formula (Hill Notation):
C15H19NO2
CAS Number:
Molecular Weight:
245.32
MDL number:
UNSPSC Code:
12352103
assay
98%
optical activity
[α]25/D +70°, c = 1.5 in chloroform
mp
56-58 °C (lit.)
SMILES string
CC(C)[C@H]1CO[C@@]2(CCC(=O)N12)c3ccccc3
Application
Chiral bicyclic lactams such as this are useful templates for the asymmetric synthesis of a variety of natural and unnatural products. High levels of asymmetric induction have been obtained in cycloadditions, alkylations, conjugate additions, annulations, and dihydroxylations.
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Munchhoff, M.J. Meyers, A.I.
The Journal of Organic Chemistry, 60, 7084-7084 (1995)
Fray, A.H. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3362-3362 (1996)
Sandham, D.A. Meyers, A.I.
Journal of the Chemical Society. Chemical Communications, 2511-2511 (1995)
A Rapid and Efficient Approach to Chiral, Nonracemic Aza Sugars from Nonsugars. A Formal Synthesis of 1,4-Dideoxy-1,4-imino-D-lyxitol.
A. I. Meyers et al.
The Journal of organic chemistry, 61(8), 2586-2587 (1996-04-19)
Brengel, G.P. Meyers, A.I.
The Journal of Organic Chemistry, 61, 3230-3230 (1996)
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