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Angewandte Chemie International Edition in English

Volumn 30, Issue 10, 1991, Pages 1321-1323

2,2‐Dimethyl‐α,α,α′,α′‐tetrakis(β‐naphthyl)‐1,3‐dioxolan‐4,5‐dimethanol (DINOL) for the Titanate‐Mediated Enantioselective Addition of Diethylzinc to Aldehydes

(2) Schmidt, Beat a Seebach, Dieter a

a ETH ZURICH (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748215418 PISSN: 05700833 EISSN: 15213773 Source Type: Journal
DOI: 10.1002/anie.199113211 Document Type: Article

Times cited : (157)

References (24)

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6
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8
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- For the use of THF in such reactions, see also
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9
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12
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14
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- (1986) Tetrahedron Lett. , vol.27 , pp. 983
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15
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- Cf. also
- (1990) Tetrahedron Lett. , vol.31 , pp. 5185
- Chaloner, P.A.¹ Langadianou, E.²

17
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- 3): 5 M.p. 51°C, [α] DRT = −59.5; epi‐ 5: meso‐configuration, m.p. 1145°C, [α] DRT = + 0.3; 6: M.p. 59°C, ([α] DRT = −59.7).

18
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19
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20
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- VCH, Weinheim
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21
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- 14 was freshly prepared by Swern oxidation from the corresponding alcohol; the enantiopurity of 14 was ≥ 85 % (GC). Since all four stereoisomeric products could be seperated on a chiral capillary GC column [1 b, 7], the ratio 15 : 16 could be accurately determined, and extrapolated for enantiopure aldehyde. The isolated sample of 15 is levorotatory, that of 16 dextrorotatory.

22
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- Nonlinear correlations between % ee and optical properties or enantioselectivities
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23
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- 2Zn see the review [2] and references cited therein
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24
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- Toda, F.¹

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