(+)-(1R,3S,6S)-2,2,3,6-tetramethyl-1-cyclohexanecarbaldehyde → Cis-2,2,6-trimethyl-1-cyclohexanecarbaldehyde

HRID 892669Notes

Reaction equation

HRID 892669 reaction equation
[CH3:1][C:2]1([CH3:12])[C@@H:7](C)[CH2:6][CH2:5][C@H:4]([CH3:9])[C@H:3]1[CH:10]=[O:11].CC1(C)[C@@H](C)CC[C@H](C)[C@@]21OC2>>[CH3:12][C:2]1([CH3:1])[CH2:7][CH2:6][CH2:5][C@H:4]([CH3:9])[C@@H:3]1[CH:10]=[O:11]

Participants

3

Reactant 2

HCID 22844415(+)-(1R,3S,6S)-2,2,3,6-tetramethyl-1-cyclohexanecarbaldehydeHCID 57201134(+)-(3S,5S,8S)-4,4,5,8-tetramethyl-1-oxaspiro[2.5]octane

Product 1

HCID 12132904Cis-2,2,6-trimethyl-1-cyclohexanecarbaldehyde

Procedure

An optically active enantiomer of 2,2,c-3,t-6-tetramethyl-r-1-cyclohexanecarbaldehyde, i.e., (+)-(1R,3S,6S)-2,2,3,6-tetramethyl-1-cyclohexanecarbaldehyde [containing 10% of its (1S,3S,6S) diastereomer], was prepared in a similar way starting from (+)-(3S,5S, 8S)-4,4,5,8-tetramethyl-1-oxaspiro[2.5]octane described in example 1d.

Sources & evidence

ORD record
ord-31311baae807414da3efe58a425ee65c
Source dataset
uspto-grants-1992_06
Patent number
US05118865

Reaction notes

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