(3S,6S)-Octane-3,6-diol → 2,3-bis[(2R,5R)-2,5-diethyl-phospholan-1-yl)-benzo[b]thiophene

HRID 10772Notes

Reaction equation

HRID 10772 reaction equation
[CH3:1][CH2:2][C@H:3](O)[CH2:4][CH2:5][C@@H:6](O)[CH2:7][CH3:8].[PH2:11][C:12]1[S:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[C:13]=1[PH2:21]>>[CH2:2]([C@@H:3]1[CH2:4][CH2:5][C@@H:6]([CH2:7][CH3:8])[P:11]1[C:12]1[S:16][C:15]2[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=2[C:13]=1[P:21]1[C@H:6]([CH2:7][CH3:8])[CH2:5][CH2:4][C@H:3]1[CH2:2][CH3:1])[CH3:1]

Participants

3

Reactant 2

HCID 7009316(3S,6S)-Octane-3,6-diolHCID 116584572,3-Bisphosphinobenzo[b]thiophene

Product 1

HCID 865956202,3-bis[(2R,5R)-2,5-diethyl-phospholan-1-yl)-benzo[b]thiopheneYield 48%

Procedure

In analogy to Example 11, the cyclic sulfate derived from (3S,6S)-3,6-octanediol is reacted with 2,3-bisphosphinobenzo[b]thiophene to give the title compound in 48% yield.

Sources & evidence

ORD record
ord-c9e588b9fb2e4e3d96164ee2aa8ac6ed
Source dataset
uspto-grants-2006_08
Patent number
US07094907B2

Reaction notes

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