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77939

(R)-3,3′-Di-tert-butyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-(bi-2-naphthol) dipotassium salt

Name: (<I>R</I>)-3,3′-Di-<I>tert</I>-butyl-5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-(bi-2-naphthol) dipotassium salt
Brand: ALDRICH

purum, ≥95.0% (dry substance, CHN)

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₆K₂O₂

CAS Number:

350683-75-9

Molecular Weight:

482.78

MDL number:

MFCD03788939

UNSPSC Code:

12352002

PubChem Substance ID:

329768034

grade

purum

assay

≥95.0% (dry substance, CHN)

form

powder

impurities

<10% water

SMILES string

[K+].[K+].CC(C)(C)c1cc2CCCCc2c(c1[O-])-c3c([O-])c(cc4CCCCc34)C(C)(C)C

InChI

1S/C28H38O2.2K/c1-27(2,3)21-15-17-11-7-9-13-19(17)23(25(21)29)24-20-14-10-8-12-18(20)16-22(26(24)30)28(4,5)6;;/h15-16,29-30H,7-14H2,1-6H3;;/q;2*+1/p-2

InChI key

KUFMCCDFHGQYSN-UHFFFAOYSA-L

Application

Octahydro-BINOL was demonstrated to be an effective ligand in Mo-catalyzed desymmetrization of a triene by asymmetric ring closing metathesis.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

A readily available user-friendly chiral catalyst for efficient enantioselective olefin metathesis, used in conjunction with Cat. No. 75287, a molybdenum complex

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

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Efficient catalytic enantioselective synthesis of unsaturated amines: preparation of small- and medium-ring cyclic amines through mo-catalyzed asymmetric ring-closing metathesis in the absence of solvent.

Sarah J Dolman et al.

Journal of the American Chemical Society, 124(24), 6991-6997 (2002-06-13)

The first catalytic asymmetric ring-closing metathesis method for the synthesis of N-containing heterocycles is reported; this is accomplished through Mo-catalyzed kinetic resolution or desymmetrization of unsaturated amines. Importantly, this catalytic asymmetric method delivers medium-ring unsaturated amines (including eight-membered rings) in

A Readily Available and User-Friendly Chiral Catalyst for Efficient Enantioselective Olefin Metathesis This research was supported by the National Institutes of Health (GM-59426) and the National Science Foundation (CHE-9905806 to A. H. H. and CHE-9988766 to R. R. S.).

Sarah L. Aeilts et al.

Angewandte Chemie (International ed. in English), 40(8), 1452-1456 (2001-04-24)

S.L. Aeilts et al.

Angewandte Chemie (International Edition in English), 113, 1500-1500 (2001)

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