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Correction: Highly selective aluminium-catalysed intramolecular Prins reaction for L-menthol synthesis

H. Itohab, H. Maedaa, S. Yamadaa, Y. Hori*a, T. Mino*b and Masami Sakamotob
aTaksasago International Corporation 4-11, Nishi-Yawata 1-Chome, Hiratsuka City, Kanagawa 254-0073, Japan. E-mail: yoji_hori@takasago.com
bDepartment of Applied Chemistry and Biotechnology, Graduate School of Engineering, Chiba University, Yayoi-cho, Inage-ku, Chiba 263-8522, Japan. E-mail: tmino@faculty.chiba-u.jp

Received 7th July 2015 , Accepted 7th July 2015

First published on 28th July 2015


Abstract

Correction for ‘Highly selective aluminium-catalysed intramolecular Prins reaction for L-menthol synthesis’ by H. Itoh et al., RSC Adv., 2014, 4, 61619–61623.


The authors regret that, due to mistakes in the analysis of NMR data, incorrect structures were presented in Table 2 of the original manuscript for the cyclization products 14, 16 and 18. The correct structures are given in the amended version of Table 2, which is shown below.
Table 2 The Prins reaction of a variety of substrates with ACPP (4b)

image file: c5ra90068a-u1.tif

Entry Time (h) Substrate Product Yield (%) Diastereo-selectivity ratioa
a Determined by gas chromatography (GC) analysis.b Et3Al (20 mol%) and 5b (62 mol%) were used.c Et3Al (10 mol%) and 5b (31 mol%) were used.
1b 19 image file: c5ra90068a-u2.tif image file: c5ra90068a-u3.tif 29a trans/cis = 81/19
2 1 image file: c5ra90068a-u4.tif image file: c5ra90068a-u5.tif 92 (±)-2a/(±)-2b, 2c, 2d = 98.9/1.1
3 4 image file: c5ra90068a-u6.tif image file: c5ra90068a-u7.tif 89 trans/cis = >99/<1
4b 19 image file: c5ra90068a-u8.tif image file: c5ra90068a-u9.tif 94 trans/cis = >99/<1
5 4 image file: c5ra90068a-u10.tif image file: c5ra90068a-u11.tif 85a 1α,2β,5β/1α,2β,5α = 78/22
6 4 image file: c5ra90068a-u12.tif image file: c5ra90068a-u13.tif 90 1α,2β,5β/1α,2β,5α = 87/13
7c 4 image file: c5ra90068a-u14.tif image file: c5ra90068a-u15.tif 74 1α,2β,5β/1α,2β,5α = 62/38
8 19 image file: c5ra90068a-u16.tif image file: c5ra90068a-u17.tif Trace  
9 19 image file: c5ra90068a-u18.tif image file: c5ra90068a-u19.tif Trace  


The Supplementary Information for the original article has been updated to show the correct structures.

The Royal Society of Chemistry apologises for these errors and any consequent inconvenience to authors and readers.


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